Hilton Head Island Holiday Rentals

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Holiday Rentals in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (607)
"We've stayed several times before. This is the first time we've been in the "A" building so we weren't used to the "older" side however our family enjoyed it. For some, it was their first time so they did not know what to expect. Overall, Coral Sands is a great place to stay if you're ever in Hilton Head."
Coral Sands Resorts by Palmera

Marriott's Barony Beach Club

3.5 star property
9.4 out of 10, Exceptional, (230)
"We enjoyed our stay! The property, room and staff were great! We hope to stay again in the future."
The price is AU$268
includes taxes & fees
20 Jan - 21 Jan 2025
Marriott's Barony Beach Club

14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!

9.8 out of 10, Exceptional, (13)
"Stayed for the Thanksgiving holiday with my extended family of 15. Communication with the host was easy, the house was in excellent condition and the location right on the beautiful beach was a huge bonus. The house is huge but a funky layout. Only 6 of the bedrooms have bathrooms, because the master suite has 2 full Bathrooms. Would definitely suggest this house. Loved our stay. "
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (259)
"Property was very clean and comfortable. Quiet also had great parking and the pool area was amazing. Water was a bit cold and there were no coffee filters But I will give it five stars highly recommended"
Island Links Resort by Palmera

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (151)
"Enjoyed our stay. Top notch."
The price is AU$368
includes taxes & fees
13 Jan - 14 Jan 2025
Marriott's Grande Ocean

LUXURY OCEAN VIEW VILLA - NEWLY RENOVTED, 65" 4K TV - 2 BIKES INC, BEACH RESORT

10.0 out of 10, Exceptional, (302)
"Had a great time in a central and fun environment. No problems at all. "
LUXURY OCEAN VIEW VILLA - NEWLY RENOVTED, 65" 4K TV - 2 BIKES INC, BEACH RESORT

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

9.6 out of 10, Exceptional, (76)
"Wonderful"
The price is AU$388
includes taxes & fees
23 Dec - 24 Dec
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

9.4 out of 10, Exceptional, (197)
"It came up as close to Parris Island. Not at all, about an hour’s drive. Nice place though. Not handicapped accessible. "
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

Elegance at the beach -Ocean View Villa, Gorgeous! float in...

9.8 out of 10, Exceptional, (65)
"My husband and I had an enjoyable week on Hilton Head. The condo was just as described. We appreciated the easy walk to restaurants and shopping."
The price is AU$429
includes taxes & fees
23 Dec - 24 Dec
Elegance at the beach -Ocean View Villa, Gorgeous! float in...

Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

10.0 out of 10, Exceptional, (102)
"Everything you need and then some is provided for a comfortable, successful stay. The decor is very “beachy”. It felt like we were visiting a favorite aunt. The condo owner and condo staff at the complex were responsive and friendly. "
Gated Beachfront Resort Private Beach Access Elevator 2 Pools BeachBarPickleball

Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal

9.4 out of 10, Exceptional, (202)
"Rooms were very comfy and clean. "
Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!

10.0 out of 10, Exceptional, (78)
"This place was perfect for our group and had the most convenient location for golf, restaurants and the beach! Highly recommend!"
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (127)
"The resort was lovely!"
Bluewater Resort & Marina by Spinnaker Resorts

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (198)
"Was one of my best stays !!"
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Steps from the ocean

9.2 out of 10, Wonderful, (69)
"Nice weekend stay, relaxing, nice unit and well equipped with amenities."
Steps from the ocean

Family Gem ~ FREE Heated Pool ~ Walk to Beach~BBQ

9.6 out of 10, Exceptional, (56)
"Very nice house. Clean and comfortable. Easy to get too. Great location. I would highly recommend it and hopefully comeback and stay again. Very cool place."
The price is AU$1,207
includes taxes & fees
6 Jan - 7 Jan 2025
Family Gem ~ FREE Heated Pool ~ Walk to Beach~BBQ

Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!

9.8 out of 10, Exceptional, (161)
"Great view. Small unit but excellently organized with very good storage and supplies. Access to resort was wonderful. Beautiful resort with heated pools. Very comfortable beds (pull out too!) and nice quality linens and bedding. "
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!

See our list of fun fall festivals, reduced fall rates, screened porch

9.8 out of 10, Exceptional, (41)
"We love this property! We stayed here one other time, and knew it was a home to return to. The renovated bathrooms are beautiful and complete the experience for us of feeling truly relaxed and restored - surrounded by nature in our happy place. Love that we can bring our furry family members too!"
See our list of fun fall festivals, reduced fall rates, screened porch

Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs

10.0 out of 10, Exceptional, (175)
"Very nicely updated, beautiful unit. Very clean. Kendall is a great host with great communication and I would recommend staying at her unit. We hope to return when the weather is warmer."
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs

Serenity on The Sound ! Closest 1st FL-2B/2Ba Condo to the Beach and Pool !

9.6 out of 10, Exceptional, (172)
"We love coming here. The kitchen has everything you need to fix a nice meal. It is close to everything. It is on the beach. We will be back."
Serenity on The Sound ! Closest 1st FL-2B/2Ba Condo to the Beach and Pool !
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Hilton Head Island you may be interested in

Beach House Resort Hilton Head

4.0 star property
8.8 out of 10, Excellent, (369)
"The balcony was too small "
The price is AU$283
includes taxes & fees
3 Jan - 4 Jan 2025
Beach House Resort Hilton Head

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"The ocean access is great"
The price is AU$359
includes taxes & fees
5 Jan - 6 Jan 2025
Omni Hilton Head Oceanfront Resort

Holiday Inn Express Hilton Head Island, an IHG Hotel

2.5 star property
7.6 out of 10, Good, (1002)
"Even though they were remodeling, it was not a problem. The room was amazing."
The price is AU$232
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Express Hilton Head Island, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Hilton Head Island include 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT! and Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!.

How many holiday rentals are there in Hilton Head Island?

With 2759 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Coastal Discovery Museum and Coligny Theater, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

What’s a holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.